반응 #82083

반응 방정식

1-acetamido-3,5-bis(trifluoromethyl)benzene

HNO3

→

1-acetamido-2-nitro-3,5-bis(trifluoromethyl)benzene

용매

H2SO4

반응 조건

후처리

1. 1
   workup.WAITat room temperature for 3 h
2. 2
   여과The precipitate was collected by filtration
3. 3
   기타affording 400 mg of crude product which
4. 4
   기타It was separated on a column of silica gel
5. 5
   세척eluted with chloroform

실험 절차

To a solution of 1-acetamido-3,5-bis(trifluoromethyl)benzene (400 mg, 1.37 mmol) in concentrated H2SO4 (3 mL) at 0° C. was added dropwise 70% HNO3 (0.4 mL, Baker). The mixture was stirred at 0° C. for 0.5 h, then at room temperature for 3 h and it was poured into ice water (10 g). The precipitate was collected by filtration, affording 400 mg of crude product which contained two compounds by 1H NMR. It was separated on a column of silica gel, eluted with chloroform, to afford 134 mg of pure 1-acetamido-2-nitro-3,5-bis(trifluoromethyl)benzene as white long needles. mp: 190°-2° C., 1H NMR (CDCl3): δ 2.226 (s, 3H), 7.765 (s, 1H), 7.978 (s, 1H); 8.918 (s, 1H).

출처